CHEBI:189647 - AZ3451

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ChEBI Name AZ3451
ChEBI ID CHEBI:189647
Definition A member of the class of benzimidazoles that is 1H-benzimidazole substituted by (1S)-1-cyclohexylethyl, 6-bromo-1,3-benzodioxol-5-yl, and 4-(cyanoanilino)acyl groups at positions 1, 2 and 5, respectively. It is an allosteric modulator of protease-activated receptor 2 (IC50 = 23 nM) and exhibits anti-osteoarthritis properties.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Jinyang Du
Supplier Information
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Formula C30H27BrN4O3
Net Charge 0
Average Mass 571.475
Monoisotopic Mass 570.12665
InChI InChI=1S/C30H27BrN4O3/c1-18(20-5-3-2-4-6-20)35-26-12-9-21(30(36)33-22-10-7-19(16-32)8-11-22)13-25(26)34-29(35)23-14-27-28(15-24(23)31)38-17-37-27/h7-15,18,20H,2-6,17H2,1H3,(H,33,36)/t18-/m0/s1
InChIKey FJAOGFGHTPYADT-SFHVURJKSA-N
SMILES C[C@@H](C1CCCCC1)N1C2=CC=C(C=C2N=C1C1=CC2=C(OCO2)C=C1Br)C(=O)NC1=CC=C(C=C1)C#N
Roles Classification
Biological Role(s): PAR2 negative allosteric modulator
a group of substances that bind to a receptor to change that receptor's response to stimulus.
autophagy inducer
Any compound that induces the process of autophagy (the self-digestion of one or more components of a cell through the action of enzymes originating within the same cell).
Application(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
PAR2 negative allosteric modulator
a group of substances that bind to a receptor to change that receptor's response to stimulus.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing AZ3451 (CHEBI:189647) has role anti-inflammatory agent (CHEBI:67079)
AZ3451 (CHEBI:189647) has role autophagy inducer (CHEBI:138880)
AZ3451 (CHEBI:189647) has role PAR2 negative allosteric modulator (CHEBI:189675)
AZ3451 (CHEBI:189647) is a benzimidazoles (CHEBI:22715)
AZ3451 (CHEBI:189647) is a benzodioxoles (CHEBI:38298)
AZ3451 (CHEBI:189647) is a nitrile (CHEBI:18379)
AZ3451 (CHEBI:189647) is a organobromine compound (CHEBI:37141)
AZ3451 (CHEBI:189647) is a secondary carboxamide (CHEBI:140325)
IUPAC Name
2-(6-bromo-1,3-benzodioxol-5-yl)-N-(4-cyanophenyl)-1-[(1S)-1-cyclohexylethyl]-1H-benzimidazole-5-carboxamide
Synonyms Sources
AZ 3451 ChEBI
AZ-3451 ChEBI
Manual Xrefs Databases
59053349 ChemSpider
8UN PDBeChem
View more database links
Registry Number Type Source
2100284-59-9 CAS Registry Number ChEBI
Citations Waiting for Citations Types Sources
28445455 PubMed citation Europe PMC
29457894 PubMed citation Europe PMC
29798827 PubMed citation Europe PMC
31841119 PubMed citation Europe PMC
33242065 PubMed citation Europe PMC
34307771 PubMed citation Europe PMC
34590836 PubMed citation Europe PMC
Last Modified
10 February 2022